Roseland, Virginia

Vacation Rentals in Roseland, Virginia

Discover 58 vacation rental properties in Roseland. From 1 to 6 bedrooms. Average $279/night. 100% have pools.

58 verified listings Book securely on VRBO Prices updated March 2026

58 properties available

Cozy Mountain Cabin

Cozy Mountain Cabin

1 bed 1 bath
PoolA/CWiFiBalcony
$112/night
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Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

2 beds 2 baths
PoolA/CWiFiBalcony
$108/night
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Mountain Top Private Retreat

Mountain Top Private Retreat

5 beds 6 baths
PoolA/CWiFiBalcony
$500/night
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Breathtaking views!! Overlooking the slopes

Breathtaking views!! Overlooking the slopes

2 beds 2 baths
PoolA/CWiFiBalcony
$128/night
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The Bear's Den at Wintergreen- 6 Bedroom

The Bear's Den at Wintergreen- 6 Bedroom

6 beds 5 baths
PoolA/CWiFiBalcony
$431/night
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Beautiful 6-BR Home - Sleeps 16

Beautiful 6-BR Home - Sleeps 16

6 beds 4 baths
PoolA/CWiFiBalcony
$502/night
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Tranquil mountain home. Close to the Appalachian and Shamokin Springs Trails!!

Tranquil mountain home. Close to the Appalachian and Shamokin Springs Trails!!

5 beds 4 baths
PoolA/CWiFiBalcony
$384/night
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Cooler in the mountains, with hot tub.

Cooler in the mountains, with hot tub.

2 beds 1 bath
PoolA/CWiFiBalcony
$231/night
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Wintergreen Resort Getaway w/ Deck, Mountain View!

Wintergreen Resort Getaway w/ Deck, Mountain View!

4 beds 4 baths
PoolA/CWiFiBalcony
$286/night
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Cozy 3-bedroom cabin located in Wintergreen Resort

Cozy 3-bedroom cabin located in Wintergreen Resort

3 beds 2 baths
PoolA/CWiFiBalcony
$180/night
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Mountain View Wintergreen Condo - Sleeps up to 4

Mountain View Wintergreen Condo - Sleeps up to 4

1 bed 1 bath
PoolA/CWiFiBalcony
$154/night
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New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

1 bed 2 baths
PoolA/CWiFiBalcony
$114/night
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Wintergreen Ski Resort Condo w/ Heated Pool Access

Wintergreen Ski Resort Condo w/ Heated Pool Access

2 beds 2 baths
PoolA/CWiFiBalcony
$135/night
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Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course

Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course

2 beds 2 baths
PoolA/CWiFiBalcony
$159/night
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Breathtaking views! Beautifully decorated.

Breathtaking views! Beautifully decorated.

3 beds 3 baths
PoolA/CWiFiBalcony
$224/night
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Upscale and Family-Friendly in Wintergreen

Upscale and Family-Friendly in Wintergreen

5 beds 4 baths
PoolA/CWiFiBalcony
$605/night
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2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2 beds 2 baths
PoolA/CWiFiBalcony
$107/night
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View from the Top

View from the Top

2 beds 2 baths
PoolA/CWiFiBalcony
$152/night
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2bed/2bath at Overlook-Family and dog friendly! 🐕

2bed/2bath at Overlook-Family and dog friendly! 🐕

2 beds 2 baths
PoolA/CWiFiBalcony
$218/night
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Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities

Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities

2 beds 2 baths
PoolA/CWiFiBalcony
$184/night
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Mountaintop Wintergreen Resort House w/ Deck

Mountaintop Wintergreen Resort House w/ Deck

6 beds 5 baths
PoolA/CWiFiBalcony
$575/night
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Condo at Wintergreen! The best Valley and Resort Views! 🏔️🗻 Newly renovated!

Condo at Wintergreen! The best Valley and Resort Views! 🏔️🗻 Newly renovated!

2 beds 2 baths
PoolA/CWiFiBalcony
$215/night
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COMPLETELY RENOVATED with breathtaking VIEWS

COMPLETELY RENOVATED with breathtaking VIEWS

3 beds 3 baths
PoolA/CWiFiBalcony
$284/night
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Luxe Wintergreen Resort Escape w/ Hot Tub!

Luxe Wintergreen Resort Escape w/ Hot Tub!

4 beds 3 baths
PoolA/CWiFiBalcony
$489/night
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Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley

Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley

2 beds 2 baths
PoolA/CWiFiBalcony
$145/night
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A wonderful 4 bedroom 3.5 bath retreat. All seasons!

A wonderful 4 bedroom 3.5 bath retreat. All seasons!

4 beds 3 baths
PoolA/CWiFiBalcony
$272/night
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Come up for Air this Spring and Summer....Awesome Views and 5-Star Amenities

Come up for Air this Spring and Summer....Awesome Views and 5-Star Amenities

3 beds 3 baths
PoolA/CWiFiBalcony
$281/night
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Dog Friendly - Backs to Golf - Spacious Deck

Dog Friendly - Backs to Golf - Spacious Deck

4 beds 2 baths
PoolA/CWiFiBalcony
$265/night
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Updated spacious home with top of the mountain view!

Updated spacious home with top of the mountain view!

5 beds 4 baths
PoolA/CWiFiBalcony
$598/night
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The Wintergreen Chalet

The Wintergreen Chalet

6 beds 4 baths
PoolA/CWiFiBalcony
$410/night
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Cozy Condo at Wintergreen! Book now for The Ski Season!

Cozy Condo at Wintergreen! Book now for The Ski Season!

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.

Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.

5 beds 2 baths
PoolA/CWiFiBalcony
$418/night
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Kick back at Virginia’s premier ski and golf resort

Kick back at Virginia’s premier ski and golf resort

5 beds 3 baths
PoolA/CWiFiBalcony
$372/night
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'Sundrop' Beautiful 4bd/2bath cabin, summer pool access, close to hiking trails!

'Sundrop' Beautiful 4bd/2bath cabin, summer pool access, close to hiking trails!

4 beds 2 baths
PoolA/CWiFiBalcony
$236/night
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Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

4 beds 3 baths
PoolA/CWiFiBalcony
$352/night
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Walk to activities / Slopeside!

Walk to activities / Slopeside!

2 beds 2 baths
PoolA/CWiFiBalcony
$128/night
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2BR/ 2BA condo at Wintergreen Resort-Right on the slopes! Perfect for hiking!!

2BR/ 2BA condo at Wintergreen Resort-Right on the slopes! Perfect for hiking!!

2 beds 2 baths
PoolA/CWiFiBalcony
$113/night
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Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath

Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath

3 beds 3 baths
PoolA/CWiFiBalcony
$237/night
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Wintergreen Resort Escape ~ Walk to Ski Lift!

Wintergreen Resort Escape ~ Walk to Ski Lift!

1 bed 1 bath
PoolA/CWiFiBalcony
$105/night
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Beautifully Renovated

Beautifully Renovated

1 bed 1 bath
PoolA/CWiFiBalcony
$105/night
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Ski In Ski Out cozy condo with full Mountain View!

Ski In Ski Out cozy condo with full Mountain View!

1 bed 1 bath
PoolA/CWiFiBalcony
$161/night
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Walk to activities/trails/slopes

Walk to activities/trails/slopes

3 beds 2 baths
PoolA/CWiFiBalcony
$502/night
View Details → Book on VRBO
3bed/3bath at Dobie-Slope views and family friendly! Spring/summer rates!

3bed/3bath at Dobie-Slope views and family friendly! Spring/summer rates!

3 beds 3 baths
PoolA/CWiFiBalcony
$271/night
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Cozy Slope Side Condo at Dobie!

Cozy Slope Side Condo at Dobie!

3 beds 3 baths
PoolA/CWiFiBalcony
$239/night
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Best Location! Ski In / Ski Out - 1st Floor- Slopeside Dobie Condo; WIFI

Best Location! Ski In / Ski Out - 1st Floor- Slopeside Dobie Condo; WIFI

2 beds 2 baths
PoolA/CWiFiBalcony
$253/night
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Dobie condo

Dobie condo

3 beds 3 baths
PoolA/CWiFiBalcony
$269/night
View Details → Book on VRBO
3BR 2BA Cozy Cabin 15 minutes to Blueridge parkway Pets ok

3BR 2BA Cozy Cabin 15 minutes to Blueridge parkway Pets ok

3 beds 2 baths
PoolA/CWiFiBalcony
$138/night
View Details → Book on VRBO
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

4 beds 2 baths
PoolA/CWiFiBalcony
$185/night
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